Vacation rentals in Hebron

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Top-rated vacation rentals in Hebron

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite

The exterior of a large chalet is showcased, featuring a steeply pitched roof and expansive windows. A wraparound deck provides access to the outdoors, surrounded by lush greenery. The structure exhibits a dark wood finish that contrasts with the clear blue sky.

Chalet in Granville

Hilltop Chalet | 360° Views · Theater · Gym · 6BR

Perched on a private hilltop on the NY/VT border with 360° views of rolling meadows. Sunsets and starry nights are spectacular. Soaring vaulted great room with catwalk, marble kitchen, master suite with jacuzzi, custom castle bunk beds, theater, game room (arcade, basketball, foosball), gym, central AC and fiber (250 Mbps). Outside enjoy a fire pit, bocce ball, and cornhole. Grocery store 5 minutes away. Lake George, Saratoga, Manchester VT and Killington all under an hour. 4WD req. in winter

FamilyValueQuiet

4.81 out of 5 average rating, 106 reviews

Top guest favorite

The cabin exterior features a two-story wooden structure surrounded by lush greenery. A stone patio with multiple seating options provides access to the lawn. Large windows enhance the views, while a balcony adds dimension to the facade.

Cabin in Comstock

East Cabin

The East Cabin is quietly tucked between the Green Mountains of VT and the Adirondacks of NY. Soak up the morning sun on your private stone patio while mother nature comes to life on the pond and fields. Take a day trip to beautiful Lake George or Historic Saratoga Springs. Grill steaks on the BBQ and eat S’mores by the campfire at night. Farm fresh products for purchase at our farm store, including our own pasture raised beef. We also have the West Cabin available for your family and friends.

FamilyValueNearby

4.98 out of 5 average rating, 176 reviews

Top guest favorite

A fire pit surrounded by several Adirondack chairs is positioned on a grassy area. In the background, a warmly lit cabin is visible among the trees, with a winding gravel driveway leading up to it. The scene is set in a peaceful, wooded environment.

Cabin in Rupert

Elegant & Rustic Cabin - A Peaceful VT Getaway.

Nestled on 10 hillside acres just outside the small town of West Rupert, our cabin offers a relaxing "get-away-from-it-all," yet is convenient to all that southern VT and eastern NY has to offer. Perfect for a romantic weekend with a special someone, a relaxing country vacation with family, or a fun retreat with good friends. 3 BRs (plus sleeping loft) and full bath. Hike, bike, ski, golf, fish, shop, swim, dine, antique, explore, etc...or just relax and do nothing. Make yourself at home!

LocationFamilyAccess

4.99 out of 5 average rating, 127 reviews

Top guest favorite

A charming treehouse is nestled among lush green foliage, featuring a rustic wooden exterior and a wraparound deck. Sunlight filters through the trees, creating a serene atmosphere that invites relaxation and connection with nature.

Treehouse in Argyle

Out On a Limb • A Magical Treehouse Experience

Welcome to Out on a Limb, our magical treehouse nestled in the serene woods of upstate New York. This cozy, charming hideaway offers a peaceful & romantic escape, perfect for couples or solo travelers looking to connect with nature. Surrounded by towering trees, the treehouse provides a unique experience year round—from relaxing in the hot-tub on a snowy night, to stargazing by the campfire. The treehouse is always stocked with waffle mix & homemade frozen cookies. We can’t wait to host you!

ValueLocationHiking

4.99 out of 5 average rating, 132 reviews

Top guest favorite

Cabin in Poultney

Waterfront Vermont Lake House w/ Panoramic Sauna

Waterfront on Lake St. Catherine, with almost 100ft of private lake frontage and a view that's hard to beat. Watch the sunrise from the deck or from inside our new panoramic barrel sauna. Explore the lake by kayak or canoe — both included for guests. Keep an eye out for both bald eagles and loons. There's also a fire pit for evening s'mores — firewood included as well. Great for families — we've got a crib, a bunk room for the kids, and a bookshelf of board games for those rainy days.

FamilyValueSleep quality

4.94 out of 5 average rating, 402 reviews

Top guest favorite

An outdoor fire pit area is surrounded by large, flat stones, with two red Adirondack chairs and a small table positioned nearby. Lush green grass leads to a distant wooden cabin under a partly cloudy sky, enhancing the serene landscape.

Cabin in Granville

Mountain Cabin on 56 ac outdoor hot tub Hebron, NY

Beautiful new construction on 56 rolling acres in Hebron/Granville, NY. Fabulous views of the Green Mountains of Vermont. Walking trails on upper and lower plateaus. Unwind from your hectic life in this reader friendly quiet retreat with your own personal surroundings. You will be the only occupants during your stay. Year-round hot tub, cornhole, fire pit with seating. Starlink installed on roof. Wi-Fi works fine, no PW required, phones and laptop auto connect to access the internet.

FamilyLocationCleanliness

4.96 out of 5 average rating, 128 reviews

Top guest favorite

The classic two-story farmhouse features white siding with black shutters. A green door welcomes visitors, while lush greenery and blooming lilac bushes create a natural frame. The surrounding lawn is expansive, emphasizing the peaceful rural setting.

Home in Salem

Magical Farm Getaway - a must visit!

Beautifully restored 18th century farmhouse situated on 4.6 private acres within a 180 acre working farm. Five bedrooms, wood stoves, ample living space, and a cheery sun room with gorgeous views make this house one of a kind. Our backyard features an in-ground, heated, salt water swimming pool (open May to mid-Oct), fire pit (open year-round), large outdoor dining table, gas grill, and a deck with lounge seating and jacuzzi (open year-round). Parties and events are not allowed.

LocationFamilyBathroom

4.98 out of 5 average rating, 213 reviews

Guest favorite

An open-concept living room is presented with large windows offering views of the lake. A red leather chair is positioned next to a wooden table, while a dining table accompanies wooden chairs. Exposed beams and a light fixture enhance the rustic charm of the space.

Home in Argyle

High Oaks Lodge on Cossayuna Lake

Come enjoy a lakeside getaway at, newly constructed, High Oaks Lodge on Cossayuna Lake! Situated 25 miles from Saratoga Springs, NY and 33 miles from Manchester, VT. Amazing views of the lake from the spacious open-concept living room. Relax on the lower deck and make s'mores around the outdoor fire pit. Water access and private dock for your boat just steps away from the house. Use the canoe and kayaks provided to explore the lake.

LocationFamilyComfort

4.94 out of 5 average rating, 208 reviews

Top guest favorite

The charming yellow cottage is situated near a serene pond, with lush greenery and trees surrounding the area. Reflections of the cottage and sky can be seen in the still water. The scene captures the tranquility of the rural landscape.

Cottage in Pawlet

Pond Cottage at Consider Bardwell Farm

Our newly renovated cottage at Consider Bardwell Farm with huge pond and farmland views awaits visitors looking for a place to escape the daily grind. Located in the Mettowee Valley, Pond Cottage is near ski resorts, hiking trails, and swimming holes. Ideal for all-season sports and shopping. Enjoy meeting our goats as well as enjoying Vermont cheeses, local goodies and produce that we can stock in your cottage.

LocationFamilyComfort

4.94 out of 5 average rating, 110 reviews

Guest favorite

A bright sunroom features large windows and a vaulted ceiling, allowing natural light to fill the space. A comfortable white sofa is paired with decorative pillows, while a wooden coffee table sits at the center, complementing the warm wood flooring.

Farm stay in Rupert

White Doe Farm •Lovingly restored antique farmhome

Built circa 1860, our Rupert, VT farmhouse has been fully renovated for modern comfort while still retaining original rustic touches like original hardwood floors, a Rumford fireplace, and an antique wood-burning stove. We'd love to host your next family gathering, romantic getaway, or solo retreat! Minutes to Dorset, and Manchester. Micro-Wedding inquiries welcome!

LocationFamilyLayout

4.95 out of 5 average rating, 116 reviews

Guest favorite

A stationary white bus sits on a gravel path surrounded by green grass. In the background, sparse trees and expansive fields are visible. Two outdoor chairs and a small shed can be seen nearby, highlighting the serene, rural setting.

Bus in Granville

Serene Bus Getaway Among Rolling Farm Land

Tucked off a quiet dirt road, this stationary bus promises to provide you and yours an unforgettable accommodation for your next Upstate NY retreat. Come stay in the Sleepy Tire, and wake up to beautiful views of Vermont’s Green Mountains, an indoor bathroom with flushing toilet and hot shower, and WiFi so you can stay connected to those that matter.

FamilyLocationHospitality

4.89 out of 5 average rating, 217 reviews

Top guest favorite

A spacious cabin is nestled among tall trees in a lush forest. Wooden picnic tables and a fire pit surrounded by seating are positioned in the foreground, offering a welcoming space for outdoor gatherings. The cabin features a deck and large windows that blend with nature.

Cabin in Granville

Hand crafted cabin in the Woods!

This cabin and camping ground is a quiet and peaceful get away. You may or may not see others during your stay, but there will be plenty of wildlife to interact with! Lots of great hiking and biking in the area. Green Pond (more of a small lake) is right up the dirt road, feel free to walk fish kayak paddle boat swim enjoy the calm quiet view….,

LocationFamilyComfort

4.98 out of 5 average rating, 112 reviews